Special offer
Bright bath w/ clean design & practical comfort.
Luxurious outdoor sauna surrounded by lush tropical greenery.
Sunset-lit pool perfect for unwinding year-round
Spa-like bath w/ stone accents for soothing moments.
Cozy guest room offering calm, sunny comfort.

Luxury Pool Home in Riverview Tampa

4 bedrooms·2½ baths
Riverview • Florida
5(25 reviews)

$1,237.96 USD total for 3 nights

Nov 15 – 18, 2026

Featured
Private courtyard patio with dining for 4.
Private courtyard patio
Courtyard patio
Exterior detail
Living area

Comforts of Home in Secure Gated Community Just 2 Miles from Anna Maria Island

2 bedrooms·2 baths
Bradenton • Florida
5(2 reviews)

$6,302.00 USD total for 30 nights

Nov 12 – Dec 12, 2026

Living Room
A serene and private fenced in Courtyard/Backyard with an outdoor grill.
Patio with Grill
Architecture details about the house
Open floor with Living Room, two Dining areas and Kitchen

Award winning ARCHITECT designed home DOWNTOWN&BAY

3 bedrooms·2½ baths
St. Petersburg • Florida
5(72 reviews)

$4,450.00 USD total for 30 nights

Nov 12 – Dec 12, 2026

Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown
Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

2 bedrooms·1 bath
St. Petersburg • Florida
5(268 reviews)
$159 – $1,999/ night(excl. fees & taxes)
Exterior view of Studio East & Studio West. Each studio has private entrance and private yard, connected with a gate.
Studio 1 (East) private porch
Studio 1 (East) private porch and outdoor
Studio 1 (East)
Studio 1 (East)

Adorable Pair - 2 private modern studios

2 bedrooms·2 baths
St. Petersburg • Florida
4.5(2 reviews)

$6,282.04 USD total for 28 nights

Nov 23 – Dec 21, 2026

Studio w/ yard & parking, near beach & downtown. image 1
Studio w/ yard & parking, near beach & downtown. image 2
Studio w/ yard & parking, near beach & downtown. image 3
Studio w/ yard & parking, near beach & downtown. image 4
Studio w/ yard & parking, near beach & downtown. image 5

Adorable Studio West, close to beaches & downtown

0 bedrooms·1 bath
St. Petersburg • Florida
4.72(50 reviews)

$2,977.74 USD $2,425.19 USD total for 28 nights

Nov 12 – Dec 10, 2026

Modern Cozy Spot. Near Beach & DT. Yard & Parking image 1
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 2
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 3
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 4
Modern Cozy Spot. Near Beach & DT. Yard & Parking image 5

Adorable Studio East, close to beaches & downtown

0 bedrooms·1 bath
St. Petersburg • Florida
4.88(41 reviews)

$2,681.74 USD $2,071.31 USD total for 28 nights

Nov 23 – Dec 21, 2026

Holiday Family Retreat. 4BR/3BA + Private Suites
Living room
Holiday Family Retreat. 4BR/3BA + Private Suites
Holiday Family Retreat. 4BR/3BA + Private Suites
Holiday Family Retreat. 4BR/3BA + Private Suites

Holiday Family Retreat. 4BR/3BA + Private Suites

4 bedrooms·3 baths
St. Petersburg • Florida
$399/ night(excl. fees & taxes)
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths
St. Petersburg • Florida
4.67(12 reviews)

$3,286.56 USD total for 28 nights

Nov 12 – Dec 10, 2026

Waterfront Key West–style community, Stunning water views, glowing sunsets, and a laid-back island vibe ✨
King SUITE! Calm, Spacious and inviting, this KING bedroom features a plush KING-sized bed, with new bedding , dresser and 2 nighstands offering comfort and style for a restful night’s sleep in a beautifully designed space.
Stunning waterfront views from the bright, open-concept living room, dining area, and fully equipped kitchen. The perfect space to relax, gather, and make unforgettable memories by the water.
Nothing compares to swimming in the pool while breathing in the fresh ocean breeze.
WELCOME to your own private scenic beach, offering exclusive access to pristine sands and tranquil waters. Perfect for relaxing in solitude, soaking up the sun, or enjoying peaceful oceanfront moments.

Waterfront Escape | Private Beach + 2 Pools

1 bedroom·1 bath
St. Petersburg • Florida
4.5(16 reviews)

$4,379.88 USD $4,225.30 USD total for 30 nights

Nov 12 – Dec 12, 2026

Private tropical pool oasis with loungers, shade, and resort-style vibes
Tropical-inspired bedroom with en suite bath and stylish barn door
Private pool deck with lounge chairs, pool noodles, and floats included. Fully fenced, tropical landscaping, sleeps 10. Gulfport/South St. Pete, FL.
Private tropical pool oasis with loungers, shade, and lush palms
Open-plan living and kitchen — 65-inch smart TV, breakfast bar with 4 stools, and mustard yellow sofas. 4-bedroom vacation rental, St. Petersburg, FL.

Tropical Disco 70s Disco Lounge and Heated Pool Near St Pete Beach

4 bedrooms·2 baths
St. Petersburg • Florida
5(187 reviews)

$1,101.78 USD total for 3 nights

Dec 5 – 8, 2026

Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach
Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

1 bedroom·1 bath
St. Petersburg • Florida
4.46(13 reviews)

$625.00 USD total for 7 nights

Nov 12 – 19, 2026

Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches
Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

3 bedrooms·2 baths
St. Petersburg • Florida
4.9(51 reviews)

$1,197.00 USD total for 3 nights

Nov 15 – 18, 2026

Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach
Prime location, Pool Oasis near St. Pete Beach

Prime location, Pool Oasis near St. Pete Beach

2 bedrooms·2 baths
St. Petersburg • Florida
5(39 reviews)

$1,501.25 USD total for 3 nights

Nov 12 – 15, 2026

Private screened pool with lounge chairs and easy indoor-outdoor access
Primary bedroom — king bed with coastal luxury bedding, wall-mounted smart TV, and direct sliding glass door access to the private screened pool.
Coastal dining room at Sun Oasis — a farmhouse-style table set for six with blue place settings and teal glassware, teal front door visible beyond, flowing into the living room.
Full living room — two plush sofas, striped armchair, coastal round ottoman, oversized Oasis on 40th turtle 70-inch TV art, guest book on the coffee table, and the game room archway beyond.
Screened private pool with string lights for relaxing evening swims

Sun Oasis Heated Pool Game Room and Wood Fire Pit Near St Pete Beaches

3 bedrooms·2 baths
St. Petersburg • Florida
5(72 reviews)

$709.32 USD total for 3 nights

Dec 8 – 11, 2026

cozy living room
modern kitchen
modern bedroom
coffee station
front door

Seashell Studio sanctuary by the sea

1 bedroom·1 bath
St. Petersburg • Florida
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)

St Pete Beach Condo (2)

1 bedroom·1½ baths
St. Pete Beach • Florida

$18,060.00 USD $16,269.00 USD total for 90 nights

Nov 12, 2026 – Feb 10, 2027

St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)

St Pete Beach Condo (1)

1 bedroom·1½ baths
St. Pete Beach • Florida

$19,504.80 USD total for 90 nights

Nov 12, 2026 – Feb 10, 2027

Toes in the water...
Kitchen / eating area
Kitchen
Eating Area
Catch sunsets like this just a 2 min walk from your front door.

St Pete Beach Condo - Steps to the Sand! Pool, Pickleball, Dual Gulf & Bay Views

2 bedrooms·2 baths
St. Pete Beach • Florida

$1,130.00 USD total for 3 nights

Nov 12 – 15, 2026

Pool
Kitchen
Patio
Patio
Patio

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths
Pinellas Park • Florida
5(20 reviews)
$318/ night(excl. fees & taxes)
Bathroom
Kitchen
Beach
Building Arial View
St Pete Beach

St Pete Beachside Condo

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,297.68 USD total for 5 nights

Nov 12 – 17, 2026

Steps from the beach! Newly listed updated unit image 1
Cross the parking spaces and dunes... to have your toes in the sand. Famous beach bars /restaurants to the left of the peach condos on the left.
Steps from the beach! Newly listed updated unit image 3
primary bedroom
primary bedroom

Steps from the beach! Newly listed updated unit

2 bedrooms·1 bath
St. Pete Beach • Florida
4.94(16 reviews)

$1,317.00 USD total for 3 nights

Nov 12 – 15, 2026

Beachfront Pass-a-Grille 2BR, Gulf Views
Front of house.
Beachfront Pass-a-Grille 2BR, Gulf Views
Beachfront Pass-a-Grille 2BR, Gulf Views
Beautiful day at the beach

Beachfront Pass-a-Grille 2BR, Gulf Views

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$3,183.59 USD $2,891.38 USD total for 7 nights

Nov 12 – 19, 2026

Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

1 bedroom·1 bath
Madeira Beach • Florida

$607.00 USD total for 3 nights

Nov 12 – 15, 2026